EP0854170A1 - Compositions de caoutchouc contenant des gels à base de caoutchouc-SBR - Google Patents

Compositions de caoutchouc contenant des gels à base de caoutchouc-SBR Download PDF

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Publication number
EP0854170A1
EP0854170A1 EP98100049A EP98100049A EP0854170A1 EP 0854170 A1 EP0854170 A1 EP 0854170A1 EP 98100049 A EP98100049 A EP 98100049A EP 98100049 A EP98100049 A EP 98100049A EP 0854170 A1 EP0854170 A1 EP 0854170A1
Authority
EP
European Patent Office
Prior art keywords
rubber
weight
styrene
gel
latex
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP98100049A
Other languages
German (de)
English (en)
Other versions
EP0854170B1 (fr
Inventor
Werner Dr. Obrecht
Thomas Dr. Scholl
Ulrich Dr. Eisele
Winfried Jeske
Peter Wendling
Adolf Dr. Schmidt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0854170A1 publication Critical patent/EP0854170A1/fr
Application granted granted Critical
Publication of EP0854170B1 publication Critical patent/EP0854170B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L7/00—Compositions of natural rubber
    • C08L7/02—Latex
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/06—Copolymers with styrene
    • C08L9/08—Latex
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B60—VEHICLES IN GENERAL
    • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L19/00—Compositions of rubbers not provided for in groups C08L7/00 - C08L17/00
    • C08L19/003—Precrosslinked rubber; Scrap rubber; Used vulcanised rubber
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L21/00—Compositions of unspecified rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00—Road transport of goods or passengers
    • Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
    • Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction 
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S152/00—Resilient tires and wheels
    • Y10S152/905—Tread composition

Definitions

  • SBR gels styrene / butadiene rubber gels
  • the vulcanizates show unusually high damping at temperatures from -20 to + 20 ° C and an unusually low damping Temperatures of 40 to 80 ° C and are therefore particularly suitable for Manufacture of non-slip and low rolling resistance vehicle tire treads.
  • the swelling index e.g. 250 mg SBR gel in 25 ml toluene Swell for 24 hours while shaking.
  • the gel is centrifuged off and weighed and then dried to constant weight at 70 ° C and weighed again.
  • the styrene / butadiene rubber starting products are preferably produced by emulsion polymerization. See e.g. I. Franta, Elastomers and Rubber Compounding Materials, Elesevier, Amsterdam 1989, pages 88 to 92.
  • the crosslinking of the rubber raw materials to form styrene / butadiene rubber gels takes place in the latex state and can on the one hand during the polymerization by continuing the polymerization up to high conversions or in the monomer feed process by polymerization with high internal sales or following the polymerization by post-crosslinking or by A combination of both processes can be carried out. Manufacturing by Polymerization in the absence of regulators is possible.
  • the crosslinking of the styrene / butadiene rubber can also be achieved by copolymerization with crosslinking multifunctional compounds.
  • C 2 -C 10 alcohols such as ethylene glycol, 1,2-propanediol, butanediol, hexanediol, polyethylene glycol with 2 to 20, preferably 2 to 8 Oxyethylene units, neopentyl glycol, bisphenol A, glycerol, trimethylol propane, pentaery
  • the styrene / butadiene rubbers can also be crosslinked to form SBR rubber gels in latex form by post-crosslinking with crosslinking chemicals.
  • Suitable crosslinking chemicals are, for example, organic peroxides, e.g.
  • the optimal temperature to carry out post-crosslinking is of course dependent on the reactivity of the crosslinker and can, if necessary, at temperatures from room temperature to approx. 170 ° C increased pressure. See Houben-Weyl, Methods of organic chemistry, 4th edition, vol. 14/2, page 848.
  • Particularly preferred crosslinking agents are peroxides.
  • particle enlargement can be carried out by agglomeration.
  • styrene / butadiene rubbers made in organic solvents were used as starting materials for the production of the styrene / butadiene rubber gels to serve.
  • suitable crosslinkers are suitable as crosslinkers previously mentioned crosslinker.
  • Preferred rubbers (B) contain double bonds corresponding to iodine numbers of at least 2, preferably 5 to 470.
  • the iodine numbers are determined in the generally by adding iodine chloride in acetic acid according to Wijs, DIN 53 241, Part 1.
  • the iodine number defines the amount of iodine in grams, that of 100 g of substance is chemically bound.
  • the rubbers (B) generally have Mooney viscosities ML 1 + 4/100 ° C (DIN 53 523) from 10 to 150, preferably 20 to 120.
  • Emulsion SBR Emulsion SBR
  • solution SBR rubber with a glass transition temperature above -50 ° C optionally with silyl ethers or other functional groups
  • polybutadiene rubber with a high cis 1,4-content (> 90%) polybutadiene rubber with a high cis 1,4-content (> 90%)
  • catalysts based on Ni, Co, Ti or Nd is produced, as well as polybutadiene rubber with a vinyl content from 0 to 75% and their mixtures of interest.
  • the rubber mixtures according to the invention from the styrene / butadiene rubber gel (A) and the double bond-containing rubbers (B) can additionally further Contain fillers.
  • the fillers mentioned can be used alone or in a mixture.
  • the method is 10 to 100 Parts by weight of styrene / butadiene rubber gel (A), optionally together with 0.1 to 100 parts by weight of carbon black and / or 0.4 to 100 parts by weight of light fillers, each based on 100 parts by weight of rubber (B), used to prepare the mixtures.
  • the rubber mixtures according to the invention can contain further rubber auxiliaries contain such as crosslinkers, reaction accelerators, anti-aging agents, heat stabilizers, Light stabilizers, ozone protection agents, processing aids, plasticizers, Tackifiers, blowing agents, dyes, pigments, waxes, extenders, organic acids, retarders, metal oxides and filler activators such as triethanolamine, Polyethylene glycol, hexanetriol, bis (triethoxysilylpropyl) tetrasulfide etc., which are known to the rubber industry.
  • crosslinkers such as crosslinkers, reaction accelerators, anti-aging agents, heat stabilizers, Light stabilizers, ozone protection agents, processing aids, plasticizers, Tackifiers, blowing agents, dyes, pigments, waxes, extenders, organic acids, retarders, metal oxides and filler activators such as triethanolamine, Polyethylene glycol, hexanetriol, bis (triethoxysilylpropyl) t
  • the rubber auxiliaries are used in conventional amounts, which include according to the purpose judge, used. Common amounts are e.g. Quantities from 0.1 to 50% by weight, based on rubber (B).
  • the rubber mixtures according to the invention can also vulcanization accelerators contain.
  • suitable vulcanization accelerators are mercaptobenzthiazoles, -sulfenamides, guanidines, thiurams, dithiocarbamates, Thioureas and thiocarbonates.
  • the vulcanization accelerators and sulfur or peroxides in amounts of 0.1 to 10 wt .-%, preferably 0.1 to 5 wt .-%, based on rubber (B), used.
  • the vulcanization of the rubber mixtures according to the invention can take place at temperatures from 100 to 200 ° C, preferably 130 to 180 ° C, optionally under pressure of 10 to 200 bar.
  • Suitable units are, for example Rollers, internal mixers or mixing extruders.
  • mixing by combining the latices of the styrene / butadiene rubber gels with the latices of the uncrosslinked Rubbers are possible.
  • the insulation of the inventive products thus produced Mixtures can, as usual, by evaporation, precipitation or freeze coagulation (see US Pat. No. 2,187,146). By mixing fillers into the latex mixtures and subsequent workup, the inventive Mixtures can be obtained directly as rubber / filler formulations.
  • the rubber vulcanizates according to the invention are suitable for the production of Molded articles, e.g. for the production of cable jackets, hoses, drive belts, Conveyor belts, roller coverings, tires, in particular tire treads, shoe soles, Sealing rings and damping elements.
  • the latex mixture obtained contained crosslinked rubber and natural rubber in the Weight ratio 1: 1.
  • a masterbatch consisting of 50% by weight of crosslinked SBR rubber particles was obtained and 50% by weight of natural rubber.
  • the latex mixture obtained contained crosslinked rubber and natural rubber in the Weight ratio 1: 1.
  • a masterbatch consisting of 50% by weight of crosslinked SBR rubber particles was obtained and 50% by weight of natural rubber.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Tires In General (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
EP98100049A 1997-01-17 1998-01-03 Compositions de caoutchouc contenant des gels à base de caoutchouc-SBR Expired - Lifetime EP0854170B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19701488A DE19701488A1 (de) 1997-01-17 1997-01-17 SBR-Kautschukgele enthaltende Kautschukmischungen
DE19701488 1997-01-17

Publications (2)

Publication Number Publication Date
EP0854170A1 true EP0854170A1 (fr) 1998-07-22
EP0854170B1 EP0854170B1 (fr) 2003-12-10

Family

ID=7817630

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98100049A Expired - Lifetime EP0854170B1 (fr) 1997-01-17 1998-01-03 Compositions de caoutchouc contenant des gels à base de caoutchouc-SBR

Country Status (8)

Country Link
US (1) US6127488A (fr)
EP (1) EP0854170B1 (fr)
JP (1) JP3794810B2 (fr)
KR (1) KR100535281B1 (fr)
CN (1) CN1111564C (fr)
CA (1) CA2226917C (fr)
DE (2) DE19701488A1 (fr)
TW (1) TW523534B (fr)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0978530A1 (fr) * 1998-08-01 2000-02-09 Continental Aktiengesellschaft Composition de caoutchouc
EP0978532A1 (fr) * 1998-08-01 2000-02-09 Continental Aktiengesellschaft Composition de caoutchouc
EP0978531A1 (fr) * 1998-08-01 2000-02-09 Continental Aktiengesellschaft Composition de caoutchouc
EP1063259A1 (fr) * 1999-06-26 2000-12-27 Bayer Ag Compositions de caoutchouc contenant des microgels à base de caoutchouc et des composés organosiliciques contenant du soufre
EP1078953A2 (fr) * 1999-08-23 2001-02-28 Bayer Ag Composition de caoutchouc comprenant un caouchouc sous forme de gel aggloméré et vulcanisat à base de cette composition
WO2001094431A1 (fr) * 2000-06-07 2001-12-13 Zeon Corporation Gel de caoutchouc de diene conjugue, compositions de caoutchouc contenant ce dernier et procede de production de caoutchouc de diene conjugue
WO2002008328A1 (fr) * 2000-07-21 2002-01-31 Bayer Aktiengesellschaft Procede de production de particules de caoutchouc reticulees
WO2002014421A2 (fr) * 2000-08-16 2002-02-21 Bayer Aktiengesellschaft Melanges de caoutchoucs se basant sur des caoutchoucs non reticules et des particules de caoutchouc reticulees, ainsi que des isocyanates a fonctions multiples a base polyuret
EP1203786A1 (fr) * 2000-11-03 2002-05-08 Rhein Chemie Rheinau GmbH Composition de caoutchouc à base de microgel contenant des polysulfures de phosphoryle et produits vulcanisés, ou articles moulés, dérivés de cette composition
WO2002040586A1 (fr) * 2000-11-14 2002-05-23 Bayer Aktiengesellschaft Melanges de caoutchouc contenant des peroxydes inorganiques
WO2002046296A1 (fr) * 2000-12-07 2002-06-13 Bayer Aktiengesellschaft Gels nbr dans des composes de caoutchouc butyle
EP1245630A1 (fr) * 2000-08-01 2002-10-02 The Yokohama Rubber Co., Ltd. Composition de caoutchouc et caoutchouc reticule
EP1298166A1 (fr) * 2000-06-29 2003-04-02 JSR Corporation Composition de caoutchouc
EP1584492A1 (fr) * 1999-11-04 2005-10-12 Pirelli Tire LLC Une tringle de pneumatique, une composition de caoutchouc pour tringle de pneumatique et méthode pour fabriquer une tringle de pneumatique
RU2608764C2 (ru) * 2011-10-26 2017-01-24 Чайна Петролеум Энд Кемикал Корпорейшн Модифицированная каучуковая маточная смесь, и резиновая смесь и вулканизированная резина, изготовленная из нее, и способы их изготовления
CN110700033A (zh) * 2019-09-06 2020-01-17 北京中天路业科技有限公司 一种利用废轮胎胶粉制备耐久型沥青混凝土旧料再生添加剂的方法

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US6747095B2 (en) 2000-04-27 2004-06-08 Jsr Corporation Crosslinked rubber particles and rubber compositions
EP1149866A3 (fr) 2000-04-27 2003-04-23 JSR Corporation Composition à base de particules de caoutchouc réticulées et de caoutchoucs non réticulés
US6653404B2 (en) 2000-05-01 2003-11-25 Jsr Corporation Rubber compositions
DE10052287A1 (de) 2000-10-20 2002-04-25 Bayer Ag Kautschukgele und Phenolharzedukte enthaltende Kautschukmischungen
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US6133364A (en) * 1998-08-01 2000-10-17 Continental Aktiengesellschaft Rubber composition, method of formulating the composition and vehicle tire made from the composition
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EP1063259A1 (fr) * 1999-06-26 2000-12-27 Bayer Ag Compositions de caoutchouc contenant des microgels à base de caoutchouc et des composés organosiliciques contenant du soufre
EP1078953A2 (fr) * 1999-08-23 2001-02-28 Bayer Ag Composition de caoutchouc comprenant un caouchouc sous forme de gel aggloméré et vulcanisat à base de cette composition
EP1078953A3 (fr) * 1999-08-23 2001-03-07 Bayer Ag Composition de caoutchouc comprenant un caouchouc sous forme de gel aggloméré et vulcanisat à base de cette composition
EP1584492A1 (fr) * 1999-11-04 2005-10-12 Pirelli Tire LLC Une tringle de pneumatique, une composition de caoutchouc pour tringle de pneumatique et méthode pour fabriquer une tringle de pneumatique
US6649724B2 (en) 2000-06-07 2003-11-18 Zeon Corporation Conjugated diene rubber gel, rubber compositions containing the same and process for production of conjugated diene rubber
WO2001094431A1 (fr) * 2000-06-07 2001-12-13 Zeon Corporation Gel de caoutchouc de diene conjugue, compositions de caoutchouc contenant ce dernier et procede de production de caoutchouc de diene conjugue
US7094855B2 (en) 2000-06-07 2006-08-22 Zeon Corporation Conjugated diene rubber gel, rubber compositions containing the same and process for production of conjugated diene rubber
US6897279B2 (en) 2000-06-07 2005-05-24 Zeon Corporation Conjugated diene rubber gel, rubber compositions containing the same and process for production of conjugated diene rubber
EP1298166A1 (fr) * 2000-06-29 2003-04-02 JSR Corporation Composition de caoutchouc
EP1298166A4 (fr) * 2000-06-29 2004-04-07 Jsr Corp Composition de caoutchouc
WO2002008328A1 (fr) * 2000-07-21 2002-01-31 Bayer Aktiengesellschaft Procede de production de particules de caoutchouc reticulees
EP1245630A4 (fr) * 2000-08-01 2004-11-17 Yokohama Rubber Co Ltd Composition de caoutchouc et caoutchouc reticule
EP1245630A1 (fr) * 2000-08-01 2002-10-02 The Yokohama Rubber Co., Ltd. Composition de caoutchouc et caoutchouc reticule
WO2002014421A2 (fr) * 2000-08-16 2002-02-21 Bayer Aktiengesellschaft Melanges de caoutchoucs se basant sur des caoutchoucs non reticules et des particules de caoutchouc reticulees, ainsi que des isocyanates a fonctions multiples a base polyuret
WO2002014421A3 (fr) * 2000-08-16 2002-05-10 Bayer Ag Melanges de caoutchoucs se basant sur des caoutchoucs non reticules et des particules de caoutchouc reticulees, ainsi que des isocyanates a fonctions multiples a base polyuret
EP1203786A1 (fr) * 2000-11-03 2002-05-08 Rhein Chemie Rheinau GmbH Composition de caoutchouc à base de microgel contenant des polysulfures de phosphoryle et produits vulcanisés, ou articles moulés, dérivés de cette composition
WO2002040586A1 (fr) * 2000-11-14 2002-05-23 Bayer Aktiengesellschaft Melanges de caoutchouc contenant des peroxydes inorganiques
WO2002046296A1 (fr) * 2000-12-07 2002-06-13 Bayer Aktiengesellschaft Gels nbr dans des composes de caoutchouc butyle
RU2608764C2 (ru) * 2011-10-26 2017-01-24 Чайна Петролеум Энд Кемикал Корпорейшн Модифицированная каучуковая маточная смесь, и резиновая смесь и вулканизированная резина, изготовленная из нее, и способы их изготовления
CN110700033A (zh) * 2019-09-06 2020-01-17 北京中天路业科技有限公司 一种利用废轮胎胶粉制备耐久型沥青混凝土旧料再生添加剂的方法

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CA2226917C (fr) 2006-12-05
EP0854170B1 (fr) 2003-12-10
CN1111564C (zh) 2003-06-18
DE19701488A1 (de) 1998-07-23
CA2226917A1 (fr) 1998-07-17
KR100535281B1 (ko) 2006-02-28
DE59810369D1 (de) 2004-01-22
US6127488A (en) 2000-10-03
JPH10204217A (ja) 1998-08-04
CN1188117A (zh) 1998-07-22
JP3794810B2 (ja) 2006-07-12
KR19980070564A (ko) 1998-10-26
TW523534B (en) 2003-03-11

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